title: Catalytic Friedel-Crafts reaction of aminocyclopropanes.
abstract: A Lewis acid catalyzed Friedel-Crafts reaction between donor-acceptor aminocyclopropanes and indoles and other electron-rich aromatic compounds is reported. Indole alkylation at the C3 position was generally obtained for a broad range of functional groups and substitution patterns. In the case of C3-substituted indoles, C2 alkylation was observed. The reaction gives a rapid access to gamma amino acid derivatives present in numerous bioactive molecules.
authors.affiliation: Laboratory of Catalysis and Organic Synthesis, Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO, BCH 4306, 1015 Lausanne, Switzerland.
authors.forename: Florian
authors.initials: F
authors.lastname: de Nanteuil
authors.forename: Joachim
authors.initials: J
authors.lastname: Loup
authors.forename: Jérôme
authors.initials: J
authors.lastname: Waser
mesh_terms: D000478:Alkylation; D002384:Catalysis; D003521:Cyclopropanes / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D058116:Lewis Acids / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D003521:Cyclopropanes; D007211:Indoles; D058116:Lewis Acids